How I became a cheating slut pt.2

As good as our sex life was before the events in the first story, it grew immensely better after… Alan was the one who introduced me to exhibitionism, and helped me discover just how much teasing can turn me on… and after he heard about how I let Evelyn’s boyfriend peep on me, he was even more turned on! He loved replaying it during sex, and sometimes having me act it out so he could see what Evelyn’s boyfriend saw. I told him about how his grandpa saw Evelyn’s tits, and possibly saw them fucking in the hot tub… I wasn’t sure how he’d react, but I wasn’t to surprised when he said “the old man is probably still jacking off about that… you should tease him sometime too if you want, the poor guy probably isn’t going to see any action in real life ever again”. I just shrugged and said “maybe… I guess it wouldn’t hurt”. I rarely ever saw his grandpa, but when I did he rarely even looked my way… Alan was right though, if you were to look in his room he was usually watching porn.

Of course what really had me turned on wasn’t just Evelyn’s boyfriend peeking on me, it was that he fucked me… in front of Alan’s grandpa no less… it was my first steps towards being the whore I am today. I wasn’t guilt free, but the sexual excitement I had just from thinking about it was overwhelmingly intense. Alan had asked his grandpa if he had seen anything in the hot tub, but he just shook his head and ignored him… I didn’t know if he was just refusing to tell Alan, or if maybe due to going senile he honestly didn’t remember… either way it was a relief to not have to worry about it, although if he had said anything I was going to just suggest he was confusing me with Evelyn.

Alan was steadily trying to come up with ideas for “accidentally” exposing me to his friends, and it seemed like the excitement of Evelyn’s boyfriend peeking on me just accelerated that. Alan had 3 close friends, and a couple other guys who would come over on the weekends to play video games… they would link up their machines and TVs to play against each other… which was boring as hell for me, but they seemed to have a good time. Because of our sleep schedules, we’d be up all night and it wasn’t uncommon for someone to crash on a couch. His three closest friends were Billy, Jose, and ‘Squat’… I’m not sure what Squat’s real name was, but that was what he was referred to… I think it had something to do with being shorter and fat, but I really don’t know. All of his friends were nice toward me, and we got along well.

They never said anything inappropriate to me or made me feel uneasy, but I’d catch them checking me out from time to time… which is normal for any guy, I guess. Alan always let me know he noticed his friends checking me out as well… it seemed to make him proud, and the idea they wanted to fuck me or that they jack off thinking about me turned him on… and it turned me on too. I’m sure they wondered what it would be like to fuck me, and despite knowing I never would fuck them, the idea of letting them sneak a look was arousing. I told him I’d be willing to strip down in front of everyone, but we both agreed that it is more erotic if they think they see something they’re not supposed to… and Alan seemed embarrassed that he enjoyed showing me off, so he rather his friends didn’t know.

I’d been living there with Alan for a few weeks now, and we had managed to have a nipple slip here and there, but nothing overly exciting. Alan was ready to kick things up but wasn’t sure how to go about it. We had made a video of me masturbating and getting fucked by Alan, and we often thought about how we could maybe “accidentally” let it get in one of their hands… Alan was fucking me before work one day when he asked “I put the videos and pictures on a thumb drive… who should I give it to?”. I bit my lip and said “I wish I could watch them as they look through the pics and videos… who would you most like to see me like that?”. Alan slowed his strokes, I think to prevent from cumming and said “maybe Jose… he’s the one that’s less likely to say anything, and most likely to enjoy it”. I gave Alan a devious smile as I said “then let’s show Jose my pussy… let him explore my naked body… I hope he cums hard while looking at me”… that was all Alan could take before he was cumming inside of me.

Alan loaded a couple movies he was supposed to let him borrow on his thumb drive, and then also added a folder with a copy of my illicit pics and videos on there as well… Alan told me “I’ll give it to him, and then later message him telling him I forgot those were on there… I’m sure he’ll be curious enough to look, and I can play it off as an accident”. I smiled and said “well let me know what he says!”, to which he replied “of course” as he playfully spanked my bare ass. I was glad I had someone who was excited to be part of my exhibitionism, it made everything a lot more fun… but I knew I still felt like I was missing out on what I discovered I really liked, and that was getting fucked by someone new… I didn’t know what to do about it, but it was always on the back of my mind…

Once Alan had left, I laid around a bit and then decided to jump in the shower and clean up… Evelyn would be coming over later, the first time since she had been here without her now ex boyfriend, and I was wanting to talk to her about what she had said… about fucking Alan… it had been in my thoughts since she said it, and I found it arousing. As I showered I thought about whether or not I should tell Evelyn about my growing interests in fucking someone new… she didn’t know I fucked her ex, and I didn’t plan on telling her either… I preferred to keep that a secret for sure… but I felt like I could trust her, and I wanted someone I could talk about it with.

As I was massaging shampoo into my hair, the shower curtain pulled back about two feet, and it scared the living shit out of me! There stood Alan’s grandpa just smiling and looking me up and down. “You startled me!” I said, not sure how to handle the situation. He seemed to laugh, while making no sound as he was openly gawking at my young naked body. My heart was still racing from being scared as I turned to rinse the shampoo out of my hair… I was uncomfortable and didn’t know what to do, and despite being aroused knowing he was enjoying looking at me, I was hoping when I turned back around he’d be gone… but he wasn’t. He was brazenly lowering his head up and down looking me over and squeezing his cock in his jogging pants.

I was never expecting him to be so bold, as he shamelessly squatted slightly to better see my pussy. He was over 3 times my age, but that clearly didn’t bother him. I didn’t want him to think things would go further, so I finally said “You can look, but no touching… ok?”. He seemed to understand as he looked up at me and nodded with a smile. I felt a bit nervous, but seeing how much he was enjoying looking at me made me feel sexy as I continued my shower as if he wasn’t there. I had left the bathroom door open since I never really ever saw him… maybe he took that as an invitation? I guess I would have to lock the door for here on out… unless I didn’t mind him watching. He seemed harmless though, so if he wanted to look at me, I didn’t see the harm in it…